Acetic Anhydride → N-(3,5-dimethoxyphenyl)acetamide

HRID 912557Notes

Reaction equation

HRID 912557 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:11])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.CCCCCC.[CH3:18][C:19](OC(C)=O)=[O:20]>C1(C)C=CC=CC=1>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([NH:11][C:19](=[O:20])[CH3:18])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8058HexaneHCID 663013,5-Dimethoxyaniline

Product 1

HCID 702039N-(3,5-dimethoxyphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 3,5-dimethoxy-phenylamine (d) (22.0 g, 143.6 mmol) in toluene (100 mL), Ac2O (14 mL) is added slowly at room temperature. After stirring 30 min, hexane (50 mL) is added with stirring at rt. The resulting solid is filtered and washed with hexane (50 mL) to offer the title product e as a white solid.

Workup

  1. stirringwith stirring at rt
  2. filtrationThe resulting solid is filtered
  3. washwashed with hexane (50 mL)

Sources & evidence

ORD record
ord-fe2e4e91013b4f3382459ad94f87d350
Source dataset
uspto-grants-2011_09
Patent number
US08026243B2

Reaction notes

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